JP6927551B2 - Xanthene compounds and photosensitive resin compositions containing them - Google Patents

Description

This application claims the benefit of the filing date of Korean Patent Application No. 10-2017-0179533 filed with the Korean Intellectual Property Office on December 26, 2017, the entire contents of which are incorporated herein by reference.

The present specification relates to xanthene compounds and photosensitive resin compositions containing them. The present specification also relates to a color filter manufactured by using the photosensitive resin composition and a display device including the color filter.

Recently, color filters are required to have high brightness and high brightness / dark ratio. Further, one of the main purposes of the development of the display element is to differentiate the performance of the display element by improving the color purity and to improve the productivity in the manufacturing process.

Conventionally, the pigment type used as a color material of a color filter exists in a color photoresist in a particle-dispersed state, so that it is difficult to adjust the brightness and the light-dark ratio by adjusting the size and distribution of the pigment particles. In the case of pigment particles, they aggregate in the color filter to reduce their solubility and dispersibility, and the large particles that are agglomerated cause multiple scattering of light. Such scattering of polarized light is considered to be the main cause of lowering the light-dark ratio. Efforts are continuing to improve the brightness and light-dark ratio by ultra-micronizing and stabilizing the dispersion of pigments, but the degree of freedom in selecting color materials to realize color coordinates for high-color purity display devices is limited. .. In addition, the pigment dispersion method using a color material that has already been developed, particularly a pigment, has reached a limit in improving the color purity, brightness, and light-dark ratio of a color filter using the pigment dispersion method.

As a result, there is a need for the development of new color materials capable of increasing color purity to improve color reproduction, brightness and light-dark ratio.

The present inventors intend to provide a xanthene-based compound having a novel structure, a photosensitive resin composition containing the same, a color filter produced by using the xanthene compound, and a display device including the same.

One embodiment of the present specification provides a compound represented by the following chemical formula 1.

[Chemical formula 1]

In the chemical formula 1,
R _{1 to} R ₆ are independently hydrogen; heavy hydrogen; halogen group; nitro group; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number. From 1 to 30 alkoxy groups; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 2 to 30 carbon atoms. Selected from the group
R ₇ to R _11, equal to or different from each other, each independently, hydrogen, ^{_{deuterium; -OH; -SO 3 -; -SO}} 3 H; -SO 3 - Z +; -COO -; -COOH; -COO ⁻ Z ⁺ ; −COORa; −SO ₃ Rb; −SO ₂ NRcRd; −CONRD; −SO ₂ NHRe; substituted or unsubstituted linear or branched alkyl groups having 1 to 30 carbon atoms; substituted or unsubstituted. Selected from the group consisting of monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
Z ⁺ indicates ⁺ N (Rf) ₄ , Na ⁺ , or K ⁺ .
Ra to Rf are independently substituted or unsubstituted linear or branched alkyl groups having 1 to 30 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and Selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
Rc and Rd may be bonded to each other to form a monocyclic or polycyclic heterocycle having 3 to 10 carbon atoms containing a nitrogen atom.
Rf may be the same or different
At least one of the _R 7 _{to R 11 are,} ^-SO 3 _-; a or _{-SO 2 NHRe,; -SO 3 Rb} ;; -SO 2 NRcRd -; -SO 3 H Z + -SO 3
R _{12 to} R ₁₄ are the same or different from each other, and independently of each other, hydrogen; heavy hydrogen; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number 6 Selected from the group consisting of ~ 30 monocyclic or polycyclic aryl groups; substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms; and substituted or unsubstituted sulfide groups.
R ₁₃ and L ₁ may be bonded to each other to form a monocyclic or polycyclic ring containing a nitrogen atom.
a is an integer of 0 or 1 and
X is an anionic group,
R ₁₅ is hydrogen; deuterium, substituted or unsubstituted alkyl group of straight or branched chain having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
L ₁ and L ₂ are directly bonded; substituted or unsubstituted linear or branched alkylene groups having 1 to 30 carbon atoms; -NH-; -O-; -COO-; -OCO-; -NHCO- _{; -CONH -; - NR -;} - NRCO -; - L 3 -NH-L 4 -; - L 3 -O-L 4 -; - L 3 -COO-L 4 -; - L 3 -OCO-L _{4 -; - L 3 -NHCO-} L 4 -; - L 3 -CONH-L 4 -; - L 3 -NR-L 4 -; and _-L 3 _{-NRCO-L 4} - is selected from the group consisting of,
L ₃ and L ₄ are substituted or unsubstituted linear or branched alkylene groups having 1 to 30 carbon atoms.
R is a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or unsubstituted. It is selected from the group consisting of monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.

One embodiment of the present specification provides a colorant composition comprising the compound of Chemical Formula 1.

One embodiment of the present specification provides a resin composition comprising the compound represented by Chemical Formula 1; a binder resin; a polyfunctional monomer; a photoinitiator; and a solvent.

One embodiment of the present specification provides a photosensitive material produced by using the resin composition.

One embodiment of the present specification provides a color filter containing the photosensitive material.

One embodiment of the present specification provides a display device including the color filter.

The xanthene compound according to one embodiment of the present specification can be used as a coloring material in a photosensitive resin composition, and has a harmony between a spectrum emitted from a light source and an absorption and transmission spectrum of a color filter as compared with a conventional coloring material. Therefore, the color purity can be increased.

In addition, the xanthene compound according to one embodiment of the present specification can be used as a color material to improve color reproduction, brightness, and light-dark ratio.

It is a figure which shows the transmittance of the resin composition produced by Examples 1 to 4 and Comparative Example 3 of this specification.

Hereinafter, the present specification will be described in more detail.

In the present specification, when a component is referred to as "contains" a component, this means that the other component can be further included rather than excluding the other component unless otherwise specified. do.

According to one embodiment of the present specification, the compound represented by the chemical formula 1 is provided.

_{When L 1} or L ₂ linked to nitrogen of the chemical formula 1 is an alkylene group and the alkylene group is substituted with sulfur (S), the intermolecular interaction (π-π interaction) is relatively small. It is possible to improve the heat resistance and reduce the absorption in the short wavelength region to show better performance. Further, in comparison with the compound containing triphenylmethane, the compound represented by the chemical formula 1 has an increased intermolecular interaction due to an increase in aromaticity due to oxygen (O), and the chemical formula 1 is used. The represented xanthene compound can exhibit more excellent heat resistance.

_{On the other hand, when R 13} or R ₁₄ linked to the nitrogen of the chemical formula 1 is an aryl group and sulfur (Sulfur) is directly substituted with the aryl group, the intermolecular interaction (π) is caused by the steric hindrance effect. The heat resistance can be reduced by reducing −π interaction). Not only that, sulfur (Sulfur) directly substituted with the aryl group can affect the chromophore and the overlap transfer of π electrons. That is, the steric hindrance effect may affect the spectrum of the conjugation angle with the chromophore and the overlap of the π electron, resulting in absorption in the short wavelength region. The influence of the spectrum produces an absorption wavelength of about 380-480 nm at short wavelengths, which can induce a decrease in the brightness of the blue color filter.

Examples of the substituent of the compound represented by the chemical formula 1 will be described below, but the present invention is not limited thereto.

As used herein, the term "substituted or unsubstituted" refers to dehydroan; halogen group; alkyl group; alkenyl group; alkoxy group; cycloalkyl group; silyl group; arylalkenyl group; aryl group; aryloxy group; aralkyl. Group; Aralkenyl group; Alkyltioxy group; Alkyl sulfoxy group; Aryl sulfoxy group; Boron group; Alkylamine group; Aralkylamine group; Arylamine group; Heteroaryl group; Carbazole group; Acryloyl group; Aacrylate group; Ether group; A nitrile group; a nitro group; a hydroxy group; a cyano group; one or more substituents selected from the group containing a heterocyclic group containing one or more of N, O, S, or P atoms and an anionic group. It means that it is substituted with or does not have any substituents.

In the present specification, the alkyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but those of 1 to 30 are preferable. In one embodiment, the number of carbon atoms may be 1 to 20. In other embodiments, the carbon number may be 1-10. Specific examples include, but are not limited to, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a t-butyl group, a pentyl group, a hexyl group, and a heptyl group.

In the present specification, the alkenyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but those of 2 to 30 are preferable. As a specific example, an alkenyl group in which an aryl group such as a stylbenyl group or a styrenyl group is substituted is preferable, but the alkenyl group is not limited thereto.

In the present specification, the alkoxy group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but those of 1 to 30 are preferable. In one embodiment, the number of carbon atoms may be 1 to 20. In other embodiments, the alkoxy group may have 1 to 10 carbon atoms.

In the present specification, the alkenyloxy group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but those of 2 to 30 are preferable.

In the present specification, the cycloalkyl group is not particularly limited, but one having 3 to 20 carbon atoms is preferable, and a cyclopentyl group and a cyclohexyl group are particularly preferable.

Examples of halogen groups herein include fluorine, chlorine, bromine, or iodine.

In the present specification, the phenoxy group is not particularly limited, but may have 3 to 20 carbon atoms.

In the present specification, the carboxy group is not particularly limited, but may have 1 to 30 carbon atoms.

In the present specification, the carboxylic acid ester group is not particularly limited, but may have 2 to 30 carbon atoms. Specific examples include, but are not limited to, methyl carboxylate, ethyl carboxylate, isopropyl carboxylate, and benzyl carboxylate.

In the present specification, the carboxylic acid base and the sulfonic acid base are salts with monovalent cations, respectively, and the monovalent cations are ^{selected from the group containing Na +} , K ⁺ , and quaternary ammonium cations. It may be any one of them, but it is not limited to this. Specific examples of the quaternary ammonium cation may be, but are not limited to, tetraalkylammonium cations such as tetramethylammonium cation, ethyltrimethylammonium cation, and tetrapropylammonium cation.

In the present specification, the alkoxycarbonyl group is not particularly limited, but may have 1 to 30 carbon atoms. As a specific example of the alkyl group in the alkoxycarbonyl group, the same as the description of the alkyl group can be applied. Specific examples include, but are not limited to, the alkoxycarbonyl group having an alkyl group described in Specific Examples of Alkyl Group.

In the present specification, the sulfonic acid group is not particularly limited, but may have 1 to 30 carbon atoms.

In the present specification, specific examples of the sulfonic acid ester group include, but are not limited to, alkylsulfonyls having 1 to 4 carbon atoms such as methanesulfonyl, ethanesulfonyl, and hexanesulfonyl.

In the present specification, specifically, the aryl moiety has 6 to 30 carbon atoms in the aryl moiety and 1 to 30 carbon atoms in the alkyl moiety. Specific examples include benzyl group, p-methylbenzyl group, m-methylbenzyl group, p-ethylbenzyl group, m-ethylbenzyl group, 3,5-dimethylbenzyl group, α-methylbenzyl group, α, α-. Dimethylbenzyl group, α, α-methylphenylbenzyl group, 1-naphthylbenzyl group, 2-naphthylbenzyl group, p-fluorbenzyl group, 3,5-difluorbenzyl group, α, α-ditrifluoromethylbenzyl group , P-methoxybenzyl group, m-methoxybenzyl group, α-phenoxybenzyl group, α-benzyloxybenzyl group, naphthylmethyl group, naphthylethyl group, naphthylisopropyl group, pyrrolylmethyl group, pyrrolylethyl group, aminobenzyl group, nitrobenzyl There are, but are not limited to, a group, a cyanobenzyl group, a 1-hydroxy-2-phenylisopropyl group, a 1-chloro-2-phenylisopropyl group, and the like.

In the present specification, the aryl moiety of the aralkylyl group is applicable to the description regarding aryl described later, and the alkenyl moiety is applicable to the description of the alkenyl group described above.

As used herein, the aryl group may be a monocyclic aryl group or a polycyclic aryl group.

When the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but those having 6 to 30 carbon atoms are preferable. In other embodiments, the carbon number may be 6-20. In still other embodiments, the carbon number may be 6-12. Specifically, the monocyclic aryl group may be a phenyl group, a biphenyl group, a terphenyl group, or the like, but is not limited thereto.

When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited, but those having 10 to 30 carbon atoms are preferable. Specifically, the polycyclic aryl group may be a naphthyl group, an anthryl group, a phenanthryl group, a pyrenyl group, a perylenel group, a chrysenyl group, a fluorenyl group, or the like, but is not limited thereto.

などがある。 As used herein, the fluorenyl group can have a substituent, and the substituents may be attached to form a spiro structure. An example of a fluorenyl group

and so on.

In the present specification, the heterocyclic group is a heterocyclic group containing O, N, or S as a hetero atom, and the number of carbon atoms is not particularly limited, but those having 2 to 30 carbon atoms are preferable. In one embodiment, the carbon number may be 2 to 20. Further, in one embodiment, the number of carbon atoms may be 2 to 10. Examples of heterocyclic groups include thiophene group, furan group, pyrrole group, imidazole group, thiazole group, oxazole group, oxidazole group, triazole group, pyridyl group, bipyridyl group, triazine group, acrizyl group, imidazole group and quinolinyl. Groups, isoquinoline groups, indol groups, carbazole groups, benzoxazole groups, benzimidazole groups, benzothiazole groups, benzocarbazole groups, benzothiophene groups, dibenzothiophene groups, benzofuranyl groups, dibenzofuran groups, etc., but are limited to these. It's not something.

As used herein, an alkylene group means an alkane having two bonding positions. The alkylene group may be a straight chain, a branched chain or a ring chain. The carbon number of the alkylene group is not particularly limited, but is, for example, 1 to 30 carbon atoms.

As used herein, an alkenylene group means an alkene having two binding positions. The alkenylene group may be a straight chain, a branched chain or a ring chain. The carbon number of the alkenylene group is not particularly limited, but is, for example, 2 to 30 carbon atoms.

As used herein, the sulfide group may be represented by −SRz, where Rz is a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number. 6 to 30 monocyclic or polycyclic aryl groups; or substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.

In the present specification, the anionic group is not particularly limited, and for example, US Pat. No. 7,939,644, Japanese Patent Application Laid-Open No. 2006-003080, Japanese Patent Application Laid-Open No. 2006-001917, Japan Special Kai No. 2005-159926, Japanese Patent Application Laid-Open No. 2007-70288897, Japanese Patent Application Laid-Open No. 2005-071680, Korean Application Publication No. 2007-7000393, Japanese Patent Application Laid-Open No. 2005-111696, Japanese Patent Application Laid-Open No. 2005-711696. The anions described in No. 2008-249663 and Japanese Patent Application Laid-Open No. 2014-199436 can be applied. Specific examples of the anionic group include trifluolmethanesulfonic anion, bis (trifluoromethylsulfonyl) amide anion, bistrifluolmethanesulfonimide anion, bisperfluoroethylsulfonimide anion, and tetra. There are phenylborate anions, tetrakis (4-fluorophenyl) borates, tetrakis (pentafluorophenyl) borates, tristrifluoromethanesulfonylmethides, halogen groups such as fluorine groups, iodine groups, chlorine groups, etc., but only these It is not limited.

As used herein, anionic groups may have anions themselves or may be present in complex compound form with other cations. Therefore, the total charge of the entire molecule of the compound of the present invention can be changed according to the number of substituted anionic groups. Since one amine group of the compound of the present invention has a cation, the total charge of the entire molecule ranges from anion to 0, which is the number of substituted anionic groups minus one. Can have a value.

In the present specification, the "ring" in "may form a ring" means a hydrocarbon ring or a heterocycle, and the number of carbon atoms is not particularly limited, but the hydrocarbon ring has 6 to 30 carbon atoms. Specifically, it may be 6 to 20, and more specifically, 6 to 12. The heterocycle may have 2 to 30 carbon atoms, specifically 2 to 20, and more specifically 2 to 10 carbon atoms.

One embodiment of the present specification provides a compound represented by the following chemical formula 1.

[Chemical formula 1]

In the chemical formula 1,
R _{1 to} R ₆ are independently hydrogen; heavy hydrogen; halogen group; nitro group; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number. From 1 to 30 alkoxy groups; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 2 to 30 carbon atoms. Selected from the group
R ₇ to R _11, equal to or different from each other, each independently, hydrogen, ^{_{deuterium; -OH; -SO 3 -; -SO}} 3 H; -SO 3 - Z +; -COO -; -COOH; -COO ⁻ Z ⁺ ; −COORa; −SO ₃ Rb; −SO ₂ NRcRd; −CONRD; −SO ₂ NHRe; substituted or unsubstituted linear or branched alkyl groups having 1 to 30 carbon atoms; substituted or unsubstituted. Selected from the group consisting of monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
Z ⁺ indicates ⁺ N (Rf) ₄ , Na ⁺ , or K ⁺ .
Ra to Rf are independently substituted or unsubstituted linear or branched alkyl groups having 1 to 30 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and Selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
Rc and Rd may be bonded to each other to form a monocyclic or polycyclic heterocycle having 3 to 10 carbon atoms containing a nitrogen atom.
Rf may be the same or different
At least one of the _R 7 _{to R 11 are,} ^-SO 3 _-; a or _{-SO 2 NHRe,; -SO 3 Rb} ;; -SO 2 NRcRd -; -SO 3 H Z + -SO 3
R _{12 to} R ₁₄ are the same or different from each other, and independently of each other, hydrogen; heavy hydrogen; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number 6 Selected from the group consisting of ~ 30 monocyclic or polycyclic aryl groups; substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms; and substituted or unsubstituted sulfide groups.
R ₁₃ and L ₁ may be bonded to each other to form a monocyclic or polycyclic ring containing a nitrogen atom.
a is an integer of 0 or 1 and
X is an anionic group,
R ₁₅ is hydrogen; deuterium, substituted or unsubstituted alkyl group of straight or branched chain having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
L ₁ and L ₂ are directly bonded; substituted or unsubstituted linear or branched alkylene groups having 1 to 30 carbon atoms; -NH-; -O-; -COO-; -OCO-; -NHCO- _{; -CONH -; - NR -;} - NRCO -; - L 3 -NH-L 4 -; - L 3 -O-L 4 -; - L 3 -COO-L 4 -; - L 3 -OCO-L _{4 -; - L 3 -NHCO-} L 4 -; - L 3 -CONH-L 4 -; - L 3 -NR-L 4 -; and _-L 3 _{-NRCO-L 4} - is selected from the group consisting of,
L ₃ and L ₄ are substituted or unsubstituted linear or branched alkylene groups having 1 to 30 carbon atoms.
R is a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or unsubstituted. It is selected from the group consisting of monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.

According to one embodiment of the present specification, in the chemical formula 1, R _{1 to} R ₆ are independently hydrogen; heavy hydrogen; halogen group; nitro group; substituted or unsubstituted direct carbon atoms having 1 to 30 carbon atoms. Chain or branched alkyl groups; substituted or unsubstituted alkoxy groups with 1 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic aryl groups with 6 to 30 carbon atoms; and substituted or unsubstituted It may be selected from the group consisting of monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.

According to another embodiment of the present specification, the R _{1 to} R ₆ are independently hydrogen; heavy hydrogen; halogen group; nitro group; substituted or unsubstituted linear chain having 1 to 20 carbon atoms or Alkyl groups of branched chains; substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 20 carbon atoms; and substituted or unsubstituted carbon atoms. It may be selected from the group consisting of 2 to 20 monocyclic or polycyclic heteroaryl groups.

According to another embodiment of the present specification, the R _{1 to} R ₆ are independently hydrogen; heavy hydrogen; halogen group; nitro group; substituted or unsubstituted linear chain having 1 to 10 carbon atoms or Alkyl groups of branched chains; substituted or unsubstituted alkoxy groups having 1 to 10 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 12 carbon atoms; and substituted or unsubstituted carbon atoms. It may be selected from the group consisting of 2 to 10 monocyclic or polycyclic heteroaryl groups.

According to another embodiment of the present specification, the R _{1 to} R ₆ may be hydrogen independently of each other.

Further, the _R 7 _{to R 11,} equal to or different from each other, each independently, hydrogen, ^{_{deuterium; -OH; -SO 3 -; -SO}} 3 H; -SO 3 - Z +; -COO -; -COOH -COO ^- Z ⁺ ; -COORa; -SO ₃ Rb; -SO ₂ NRcRd; -CONRD; -SO ₂ NHRe; Substituent or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; Substitution Alternatively, it is selected from the group consisting of an unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; and a substituted or unsubstituted monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms.
Z ⁺ indicates ⁺ N (Rf) ₄ , Na ⁺ , or K ⁺ .
Ra to Rf are independently substituted or unsubstituted linear or branched alkyl groups having 1 to 20 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 20 carbon atoms; and Selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 20 carbon atoms.
Rc and Rd may be bonded to each other to form a monocyclic or polycyclic heterocycle having 3 to 10 carbon atoms containing a nitrogen atom.
Rf may be the same or different
At least one of the _R 7 _{to R 11 ^{are, -SO 3 -; -SO 3 H}} ; -SO 3 - Z +; -SO 3 Rb; even or _-SO 2 NHRe; _-SO 2 NRcRd good.

According to another embodiment of the present specification, the _R 7 _{to R 11,} equal to or different from each other, each independently, hydrogen, ^{_{deuterium; -OH; -SO 3 -; -SO}} 3 H; -SO ^{_{3 - Z +; -COO -;}} -COOH; -COO - Z +; -COORa; -SO 3 Rb; -SO 2 NRcRd; -CONRd; -SO 2 NHRe; substituted or unsubstituted 1 to 10 carbon atoms Linear or branched alkyl groups; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 12 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 2 to 10 carbon atoms. Selected from the group consisting of groups

Z ⁺ indicates ⁺ N (Rf) ₄ , Na ⁺ , or K ⁺ .

Ra to Rf are independently substituted or unsubstituted linear or branched alkyl groups having 1 to 10 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 12 carbon atoms; and Selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 10 carbon atoms.

Rc and Rd may be bonded to each other to form a monocyclic or polycyclic heterocycle having 3 to 10 carbon atoms containing a nitrogen atom.

Rf may be the same or different

At least one of the _R 7 _{to R 11 ^{are, -SO 3 -; -SO 3 H}} ; -SO 3 - Z +; -SO 3 Rb; even or _-SO 2 NHRe; _-SO 2 NRcRd good.

In another embodiment of the present specification, the _R 7 _{to R 11,} equal to or different from each other, each independently, hydrogen, ^{_{deuterium; -SO 3 -; -SO 3 H}} ; -SO 3 - Z +; It _{may be −SO 3} Rb; −SO ₂ NRcRd; or −SO ₂ NHRe.

Z ⁺ indicates ⁺ N (Rf) ₄ , Na ⁺ , or K ⁺ .

Ra to Rf are independently substituted or unsubstituted linear or branched alkyl groups having 1 to 10 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 12 carbon atoms; and Selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 10 carbon atoms.

Rc and Rd may combine with each other to form a monocyclic or polycyclic heterocycle containing 3 to 10 carbon atoms containing a nitrogen atom.

Rf may be the same or different.

In another embodiment of the present specification, the R _{7 to} R ₁₁ are the same as or different from each other, and independently of each other, hydrogen; -SO ₃ ⁻ ; -SO ₃ H; -SO ₃ ⁻ Na ⁺ ; -SO ₃ ^- K ^+; _-SO 2 NRcRd; may be or _-SO 2 NHRe, _Rc~Re may be straight or branched chain alkyl group having 1 to 30 carbon atoms.

In another embodiment of the present specification, the R _{7 to} R ₁₁ are the same as or different from each other, and independently of each other, hydrogen; -SO ₃ ⁻ ; -SO ₃ H; -SO ₃ ⁻ Na ⁺ ; -SO ₃ ^- K ^+; _-SO 2 NRcRd; may be or _-SO 2 NHRe, _Rc~Re can be straight-chain or branched alkyl group having 1 to 20 carbon atoms.

In another embodiment of the present specification, the R _{7 to} R ₁₁ are the same as or different from each other, and independently of each other, hydrogen; -SO ₃ ⁻ ; -SO ₃ H; -SO ₃ ⁻ Na ⁺ ; -SO ₃ ^- K ^+; _-SO 2 NRcRd; or may be _-SO 2 NHRe, _Rc~Re may be an alkyl group of straight or branched chain having 1 to 10 carbon atoms.

Further, the R _12s are the same or different from each other, and independently of each other, hydrogen; heavy hydrogen; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number 6 It may be selected from the group consisting of ~ 30 monocyclic or polycyclic aryl groups; substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms; and substituted or unsubstituted sulfide groups. ..

According to another embodiment of the present specification, the R _12, equal to or different from each other, each independently, hydrogen, deuterium, substituted or unsubstituted straight or branched chain having 1 to 20 carbon atoms Alkyl groups; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 20 carbon atoms; substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 20 carbon atoms; and substituted or unsubstituted It may be selected from the group consisting of sulfide groups.

According to another embodiment of the present specification, the R _12, equal to or different from each other, each independently, hydrogen, deuterium, substituted or unsubstituted straight or branched chain having 1 to 10 carbon atoms Alkyl groups; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 12 carbon atoms; substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 10 carbon atoms; and substituted or unsubstituted It may be selected from the group consisting of sulfide groups.

According to another embodiment of the specification, the R ₁₂ may be a substituted or unsubstituted sulfide group.

According to another embodiment of the present specification, the R ₁₂ may be a sulfide group substituted with a phenyl group.

According to still other embodiments herein, the R ₁₂ may be an ethyl group.

The R ₁₃ and R ₁₄ are the same or different from each other, and independently of each other, hydrogen; heavy hydrogen; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted. Selected from the group consisting of monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms; and substituted or unsubstituted sulfide groups. You may.

In one embodiment of the specification, the R ₁₃ and R ₁₄ are the same or different from each other and independently of each other, hydrogen; dehydrogen; substituted or unsubstituted linear or branched alkyl having 1 to 20 carbon atoms. Groups; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 20 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl groups having 2 to 20 carbon atoms; and substituted or unsubstituted sulfides. It may be selected from the group consisting of groups.

In one embodiment of the present specification, the R ₁₃ and R ₁₄ are the same or different from each other, and independently, hydrogen; dehydrogen; substituted or unsubstituted linear or branched alkyl having 1 to 10 carbon atoms. Group; substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 12 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl group having 2 to 10 carbon atoms; and substituted or unsubstituted sulfide It may be selected from the group consisting of groups.

In one embodiment of the specification, the R ₁₃ and R ₁₄ are the same or different from each other and independently of each other, a substituted or unsubstituted methyl group; a substituted or unsubstituted ethyl group; a substituted or unsubstituted propyl group; Alternatively, it is a substituted or unsubstituted phenyl group.

In one embodiment of the specification, the R ₁₃ and R ₁₄ are the same or different from each other and independently of each other, a methyl group; an ethyl group substituted or unsubstituted with a hydroxy group or an amine group; a propyl group; a methyl group, an ethyl. group, propyl group, isopropyl group, butyl group, methoxy group, hydroxy ^{_{group, -SO 3 -, -SO 3 H}} , -SO 3 - Na +, -SO 3 - K +, or substituted or unsubstituted with _-SO 2 NHRe It is a substituted phenyl group, and Re may be a linear or branched alkyl group having 1 to 30 carbon atoms.

Moreover, the R ₁₅ are hydrogen; deuterium; straight or branched chain of substituted or unsubstituted C1-30 alkyl group; a substituted or unsubstituted monocyclic or polycyclic C6-30 It may be selected from the group consisting of aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.

In one embodiment of the present specification, the R ₁₅ are hydrogen; deuterium, alkyl group of straight or branched chain substituted or unsubstituted C 1-20; a substituted or unsubstituted C 6-20 It may be selected from the group consisting of monocyclic or polycyclic aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 20 carbon atoms.

In one embodiment of the present specification, the R ₁₅ are hydrogen; deuterium, alkyl group of straight or branched chain substituted or unsubstituted 1 to 10 carbon atoms; substituted or unsubstituted C 6-12 It may be selected from the group consisting of monocyclic or polycyclic aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 10 carbon atoms.

In one embodiment of the present specification, the R ₁₅ are hydrogen; may be a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 12 carbon atoms.

In one embodiment of the present specification, the R ₁₅ may be a substituted or unsubstituted phenyl group.

In one embodiment of the present specification, the R ₁₅ may be a phenyl group.

The L ₁ is directly bonded; a substituted or unsubstituted linear or branched alkylene group having 1 to 30 carbon atoms; -NH-; -O-; -COO-; -OCO-; -NHCO-. _{; -CONH -; - NR -;} - NRCO -; - L 3 -NH-L 4 -; - L 3 -O-L 4 -; - L 3 -COO-L 4 -; - L 3 -OCO-L _{4 -; - L 3 -NHCO-} L 4 -; - L 3 -CONH-L 4 -; -; is selected from the group consisting of - and _{-L 3 -NRCO-L 4 - L} 3 -NR-L 4 ..

In another embodiment herein, wherein _{L 1} is a direct bond; an alkylene group having a linear or branched substituted or unsubstituted _{C1-30; -L 3 -NH-L 4 -} ; or _-L 3 _{-O-L 4} - may be.

In another embodiment herein, wherein _{L 1} is a direct bond; an alkylene group having a linear or branched substituted or unsubstituted C _{1~20; -L 3 -NH-L 4} -; or _-L 3 _{-O-L 4} - may be.

In another embodiment herein, wherein _{L 1} is a direct bond; an alkylene group substituted or unsubstituted C1-10 straight-chain or _{branched; -L 3 -NH-L 4 -} ; or _-L 3 _{-O-L 4} - may be.

In another embodiment herein, wherein _{L 1} is a methylene group, ethylene group, propylene _{group; -L 3 -NH-L 4 -} ; or _-L 3 _{-O-L 4} - a may be ..

Further, the L ₂ is a direct bond; a substituted or unsubstituted linear or branched alkylene group having 1 to 30 carbon atoms; -NH-; -O-; -COO-; -OCO-; -NHCO-. _{; -CONH -; - NR -;} - NRCO -; - L 3 -NH-L 4 -; - L 3 -O-L 4 -; - L 3 -COO-L 4 -; - L 3 -OCO-L _{4 -; - L 3 -NHCO-} L 4 -; - L 3 -CONH-L 4 -; -; is selected from the group consisting of - and _{-L 3 -NRCO-L 4 - L} 3 -NR-L 4 ..

In one embodiment of the present specification, the _{L 2} is an alkylene group having a linear or branched substituted or unsubstituted _{C1-30; -L 3 -NH-L 4 -} ; or -L ₃ - _{O-L 4} - may be.

In one embodiment of the present specification, the _{L 2} is an alkylene group of straight or branched chain having 1 to 20 carbon atoms substituted or _{unsubstituted; -L 3 -NH-L 4 -} ; or -L ₃ - _{O-L 4} - may be.

In one embodiment of the present specification, the _{L 2} is an alkylene group of straight or branched chain having 1 to 10 carbon atoms substituted or _{unsubstituted; -L 3 -NH-L 4 -} ; or -L ₃ - _{O-L 4} - may be.

In one embodiment of the present specification, the _{L 2} are methylene, ethylene group, propylene _{group; -L 3 -NH-L 4 -} ; or _-L 3 _{-O-L 4} - may be.

In one embodiment of the specification, the L ₃ and L ₄ are substituted or unsubstituted linear or branched alkylene groups having 1 to 30 carbon atoms.

In another embodiment of the specification, the L ₃ and L ₄ may be substituted or unsubstituted linear or branched alkylene groups having 1 to 20 carbon atoms.

In another embodiment of the specification, the L ₃ and L ₄ may be substituted or unsubstituted linear or branched alkylene groups having 1 to 10 carbon atoms.

In another embodiment of the specification, the L ₃ and L ₄ may be substituted or unsubstituted ethylene groups; or substituted or unsubstituted propylene groups.

In another embodiment of the specification, the L ₃ and L ₄ may be an ethylene group; or a propylene group.

The R is a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or substituted. It is selected from the group consisting of unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.

In one embodiment of the specification, said R is a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic ring having 6 to 20 carbon atoms. Aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 20 carbon atoms are selected from the group.

In another embodiment, the R is a substituted or unsubstituted linear or branched alkyl group having 1 to 10 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl having 6 to 12 carbon atoms. Group; and selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 10 carbon atoms.

Further, X is an anion of a compound containing at least one element and oxygen selected from the group consisting of tungsten, molybdenum, silicon, and phosphorus; a trifluolmethanesulfonic acid anion; a bis (trifluoromethylsulfonyl). ) Amid anion; bistrifluolmethane sulfonimide anion; bisperfluolethyl sulfonimide anion; tetraphenylborate anion; tetrakis (4-fluorophenyl) borate; tetrakis (pentafluorophenyl) borate; tristrifluoromethane It is selected from the group consisting of sulfonylmethides; and halogen groups.

In one embodiment of the specification, X may be a bistrifluoremethanesulfonimide anion; or tristrifluoromethanesulfonylmethide.

In another embodiment of the specification, the a is 0.

In another embodiment of the specification, the a is 1.

According to another embodiment of the present specification, the chemical formula 1 can provide a compound represented by the following chemical formula 2.

[Chemical formula 2]

In the chemical formula 2,
R _{1 to} R ₁₁ , R _{13 to} R ₁₅ , L ₁ , L ₂ , a and X are as defined in Chemical Formula 1 above.
R ₁₆ is hydrogen; heavy hydrogen; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And may be selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.

In another embodiment of the specification, said R ₁₆ is hydrogen; dehydrogen; substituted or unsubstituted linear or branched alkyl groups with 1 to 20 carbon atoms; substituted or unsubstituted carbon atoms 6 It may be selected from the group consisting of ~ 20 monocyclic or polycyclic aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 20 carbon atoms.

In another embodiment of the specification, said R ₁₆ is hydrogen; dehydrogen; substituted or unsubstituted linear or branched alkyl groups with 1 to 10 carbon atoms; substituted or unsubstituted carbon atoms 6 It may be selected from the group consisting of ~ 12 monocyclic or polycyclic aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 10 carbon atoms.

In another embodiment herein, wherein R ₁₆ is hydrogen; deuterium, substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or unsubstituted C 2 It may be selected from the group consisting of ~ 30 monocyclic or polycyclic heteroaryl groups.

In another embodiment herein, wherein R ₁₆ is hydrogen; deuterium, substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; and substituted or unsubstituted C 2 It may be selected from the group consisting of ~ 20 monocyclic or polycyclic heteroaryl groups.

In another embodiment herein, wherein R ₁₆ is hydrogen; deuterium, substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 12 carbon atoms; and substituted or unsubstituted C 2 It may be selected from the group consisting of 10 monocyclic or polycyclic heteroaryl groups.

In another embodiment of the specification, the R ₁₆ may be a hydrogen; substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 12 carbon atoms.

In another embodiment herein, wherein R ₁₆ may be a substituted or unsubstituted phenyl group.

In another embodiment herein, wherein R ₁₆ may be a phenyl group.

In one embodiment of the present specification, the compound represented by the chemical formula 1 may be represented by any one of the following chemical formulas, but is not necessarily limited thereto.

In the chemical formula, a is an integer of 0 or 1, and X is as defined above.

Further, according to one embodiment of the present specification, a color material composition containing the compound can be provided.

The color material composition may further contain at least one of a dye and a pigment in addition to the compound of the chemical formula 1. For example, the coloring material composition may contain only the compound of the chemical formula 1, but may contain the compound of the chemical formula 1 and one or more dyes, or the compound of the chemical formula 1 and one or more pigments. It may also contain the compound of Chemical Formula 1, one or more dyes, and one or more pigments.

The dyes and pigments are metal-complex-based compounds; azo-based compounds; metal-azo-based compounds; quinophthalone-based compounds; isoindone-based compounds; methine. (Methine) -based compounds; Phthalocyanine-based compounds; Metall phthalocyanine-based compounds; Porphyrin-based compounds; Metal porphyrin-based compounds; Tetraazaporphyrin-based compounds; Tetra azaporphyrin (metal terra aza porphyrin) -based compounds; cyanine-based compounds; Xanthene-based compounds; metal dipyrromethane-based compounds; boron dipyrromethene-based compounds. ) -Compounds; anthraquinone-based compounds; diketopyrrolopyrol-based compounds; triarylmethane-based compounds; and perylene-based compounds may be selected from one or more.

According to one embodiment of the present specification, it is possible to provide a resin composition containing the coloring material composition.

According to one embodiment of the present specification, the resin composition may further contain the compound represented by the chemical formula 1, a binder resin; a polyfunctional monomer; a photoinitiator; and a solvent.

The binder resin is not particularly limited as long as it can exhibit physical properties such as strength and developability of the film produced by the resin composition.

As the binder resin, a copolymer resin of a polyfunctional monomer that imparts mechanical strength and a monomer that imparts alkali solubility can be used, and a binder generally used in the art may be further contained.

The polyfunctional monomer that imparts mechanical strength to the film is any one or more of unsaturated carboxylic acid esters; aromatic vinyls; unsaturated ethers; unsaturated imides; and acid anhydrides. There may be.

Specific examples of the unsaturated carboxylic acid esters include benzyl (meth) acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, and isobutyl (meth) acrylate. , T-butyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, ethylhexyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, hydroxyethyl (meth) acrylate , 2-Hydroxypropyl (meth) acrylate, 2-hydroxy-3-chloropropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, acyloctyloxy-2-hydroxypropyl (meth) acrylate, glycerol (meth) acrylate , 2-methoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, ethoxydiethylene glycol (meth) acrylate, methoxytriethylene glycol (meth) acrylate, methoxytripropylene glycol (meth) acrylate, poly (ethylene glycol) methyl Ether (meth) acrylate, phenoxydiethylene glycol (meth) acrylate, p-nonylphenoxypolyethylene glycol (meth) acrylate, p-nonylphenoxypolypropylene glycol (meth) acrylate, glycidyl (meth) acrylate, tetrafluoropropyl (meth) acrylate, 1, , 1,1,3,3,3-hexafluoroisopropyl (meth) acrylate, octafluoropentyl (meth) acrylate, heptadecafluorodecyl (meth) acrylate, tribromophenyl (meth) acrylate, methyl α-hydroxymethyl acrylate , Ethyl α-hydroxymethyl acrylate, propyl α-hydroxymethyl acrylate, and butyl α-hydroxymethyl acrylate may be selected from the group, but is not limited thereto.

Specific examples of the aromatic vinyl monomers include styrene, α-methylstyrene, (o, m, p) -vinyltoluene, (o, m, p) -methoxystyrene, and (o, m, p). ) -Choose from the group consisting of chlorostyrene, but is not limited to these.

Specific examples of the unsaturated ethers may be selected from the group consisting of vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether, but are not limited thereto.

Specific examples of the unsaturated imides may be selected from the group consisting of N-phenylmaleimide, N- (4-chlorophenyl) maleimide, N- (4-hydroxyphenyl) maleimide, and N-cyclohexylmaleimide. , Not limited to these.

Examples of the acid anhydride include, but are not limited to, maleic anhydride, methylmaleic anhydride, and tetrahydrophthalic anhydride.

The monomer that imparts alkali solubility is not particularly limited as long as it contains an acid group, and for example, (meth) acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethylmaleic acid, 5-norbornene-2- Selected from the group consisting of carboxylic acid, mono-2-((meth) acryloyloxy) ethylphthalate, mono-2-((meth) acryloyloxy) ethylsuccinate, ω-carboxypolycaprolactone mono (meth) acrylate. It is preferable to use one or more, but the present invention is not limited to these.

According to one embodiment of the present specification, the acid value of the binder resin is 50 to 130 KOHmg / g, and the weight average molecular weight is 1,000 to 50,000.

The polyfunctional monomer is a monomer that plays a role of forming a photoresist image by light, and specifically, propylene glycol methacrylate, dipentaerythritol hexaacrylate, dipentaerythritol acrylate, neopentyl glycol diacrylate, 6 -Hexanediol diacrylate, 1,6-hexanediol acrylate tetraethylene glycol methacrylate, bisphenoxyethyl alcohol diacrylate, trishydroxyethyl isocyanurate trimethacrylate, trimethylpropane trimethacrylate, diphenylpentaerythritol hexaacrylate, pentaerythritol trimethacrylate, penta It may be one or a mixture of two or more selected from the group consisting of erythritol tetramethacrylate and dipentaerythritol hexamethacrylate.

The photoinitiator is not particularly limited as long as it is an initiator that generates radicals by light to induce cross-linking, and is, for example, a group consisting of an acetophenone-based compound, a biimidazole-based compound, a triazine-based compound, and an oxime-based compound. It may be one or more selected from the above.

The acetphenone compounds are 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 4- (2-). Hydroxyethoxy) -phenyl- (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexylphenyl ketone, benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-Methyl- (4-methylthio) Phenyl-2-morpholino-1-propane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butane-1-one, 2-( 4-Bromo-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butane-1-one, or 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropane-1-one And are not limited to these.

Examples of the biimidazole compound include 2,2-bis (2-chlorophenyl) -4,4', 5,5'-tetraphenylbiimidazole and 2,2'-bis (o-chlorophenyl) -4,4'. , 5,5'-Tetrakis (3,4,5-trimethoxyphenyl) -1,2'-biimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4', 5,5' There are, but are not limited to, -tetraphenylbiimidazole, 2,2'-bis (o-chlorophenyl) -4,4,5,5'-tetraphenyl-1,2'-biimidazole, and the like.

The triazine compounds are 3-{4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} propionic acid, 1,1,1,3,3,3-hexafluoroisopropyl. -3- {4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} propionate, ethyl-2- {4- [2,4-bis (trichloromethyl) -s-triazine -6-yl] phenylthio} acetate, 2-epoxyethyl-2-{4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} acetate, cyclohexyl-2-{4- [ 2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} acetate, benzyl-2- {4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} Acetate, 3- {chloro-4- [2,4-bis (trichloromethyl) -s-triazine-6-yl] phenylthio} propionic acid, 3- {4- [2,4-bis (trichloromethyl) -s -Triazine-6-yl] phenylthio} propionamide, 2,4-bis (trichloromethyl) -6-p-methoxystyryl-s-triazine, 2,4-bis (trichloromethyl) -6- (1-p-) Didimethylaminophenyl) -1,3,-butadienyl-s-triazine, 2-trichloromethyl-4-amino-6-p-methoxystyryl-s-triazine, and the like, but not limited to these.

The oxime compounds are 1,2-octadione, -1- (4-phenylthio) phenyl, -2- (o-benzoyloxime) (Ciba Geigy, CGI124), etanone, -1- (9-ethyl) -6. -(2-Methylbenzoyl-3-yl)-, 1- (O-acetyloxime) (CGI242), N-1919 (Adeca), and the like, and are not limited thereto.

The solvent used is acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl cellosolve, ethyl cellosolve, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether. , Diethylene glycol methyl ethyl ether, chloroform, methylene chloride, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloroethane, hexane, heptane, octane, cyclohexane, Benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, t-butanol, 2-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol ethyl One or more selected from the group consisting of ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, methyl cellosolve acetate, butyl acetate, propylene glycol monomethyl ether, and dipropylene glycol monomethyl ether. There may be, but it is not limited to this.

According to one embodiment of the present specification, the content of the compound represented by the chemical formula 1 is 5% by weight to 60% by weight based on the total weight of the solid content in the resin composition, and the binder. The content of the resin is 1% by weight to 60% by weight, the content of the photoinitiator is 0.1% by weight to 20% by weight, and the content of the polyfunctional monomer is 0.1% by weight to%. It is 50% by weight.

The total weight of the solid content means the total weight of the components excluding the solvent from the resin composition. The weight% reference based on the solid content and the solid content of each component can be measured by common analytical means used in the art, such as liquid chromatography or gas chromatography.

According to one embodiment of the present specification, the resin composition may further contain an antioxidant.

According to one embodiment of the present specification, the content of the antioxidant is 0.1% by weight to 20% by weight based on the total weight of the solid content in the resin composition.

According to one embodiment of the present specification, the resin composition is a photocrosslinking sensitizer, a curing accelerator, an adhesion accelerator, a surfactant, a thermal polymerization inhibitor, an ultraviolet absorber, a dispersant, and a leveling agent. It additionally comprises one or more additives selected from the group consisting of.

According to one embodiment of the present specification, the content of the additive is 0.1% by weight to 20% by weight based on the total weight of the solid content in the resin composition.

The photocrosslinked sensitizers are benzophenone, 4,4-bis (dimethylamino) benzophenone, 4,4-bis (diethylamino) benzophenone, 2,4,6-trimethylaminobenzophenone, methyl-o-benzoylbenzoate, 3, Benzophenone compounds such as 3-dimethyl-4-methoxybenzophenone, 3,3,4,4-tetra (t-butylperoxycarbonyl) benzophenone; 9-fluorenone, 2-chloro-9-fluorenone, 2-methyl-9 -Fluolenone compounds such as fluorenone; thioxanthone compounds such as thioxanthone, 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propyloxythioxanthone, isopropylthioxanthone, diisopropylthioxanthone; xanthone, 2-methylxanthone, etc. Xanthone compounds; anthraquinone compounds such as anthraquinone, 2-methylanthraquinone, 2-ethylanthraquinone, t-butyl anthraquinone, 2,6-dichloro-9,10-anthraquinone; 9-phenylaclydin, 1,7-bis ( Acrydin compounds such as 9-acrydinyl) heptane, 1,5-bis (9-acridinylpentane), 1,3-bis (9-acridinyl) propane; benzyl, 1,7,7-trimethyl-bicyclo [2] , 2,1] Dicarbonyl compounds such as heptane-2,3-dione, 9,10-phenanthrenquinone; 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,6-dimethoxybenzoyl) -2,4 , 4-trimethylpentylphosphine oxide and other phosphine oxide compounds; methyl-4- (dimethylamino) benzoate, ethyl-4- (dimethylamino) benzoate, 2-n-butoxyethyl-4- (dimethylamino) benzoate and the like. Benzophenone compounds; 2,5-bis (4-diethylaminobenzal) cyclopentanone, 2,6-bis (4-diethylaminobenzal) cyclohexanone, 2,6-bis (4-diethylaminobenzal) -4-methyl -Amino synergists such as cyclopentanone; 3,3-carbonylvinyl-7- (diethylamino) coumarin, 3- (2-benzothiazolyl) -7- (diethylamino) coumarin, 3-benzoyl-7- (diethylamino) coumarin, 3-Benzoyl-7-methoxy-coumarin, 10,10-carboni Rubis [1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H, 5H, 11H-C1] -benzopyrano [6,7,8-ij] -quinolidine-11-one, etc. One or more selected from the group consisting of chalcone compounds; chalcone compounds such as 4-diethylaminochalcone and 4-azidobenzalacetophenone; 2-benzoylmethylene and 3-methyl-b-naphthiazoline; can be used. ..

The curing accelerator is used to enhance curing and mechanical strength, and specifically, 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2,5-dimercapto-1, 3,4-Thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol-tetrakis (3-mercaptopropionate), pentaerythritol-tris (3-mercaptopropionate), pentaerythritol-tetrakis (2) -Selected from the group consisting of pentaerythritol-tris (2-mercaptoacetate), trimethylolpropane-tris (2-mercaptoacetate), and trimethylolpropane-tris (3-mercaptopropionate) 1 More than seeds can be used.

Adhesion promoters used herein include metaacryloylsilane coupling agents such as metaacryloyloxypropyltrimethoxysilane, metaacryloyloxypropyldimethoxysilane, metaacryloyloxypropyltriethoxysilane, and metaacryloyloxypropyldimethoxysilane. One or more of them can be selected and used, and as the alkyltrimethoxysilane, one or more can be selected and used from octyltrimethoxysilane, dodecyltrimethoxysilane, octadecyltrimethoxysilane and the like. ..

The surfactant is a silicone-based surfactant or a fluorine-based surfactant. Specifically, the silicone-based surfactant is BYK-077, BYK-085, BYK-300, BYK of BYK-Chemie. -301, BYK-302, BYK-306, BYK-307, BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-335 , BYK-341v344, BYK-345v346, BYK-348, BYK-354, BYK-355, BYK-356, BYK-358, BYK-361, BYK-370, BYK-371, BYK-375, BYK-380, BYK -390 and the like can be used, and as the fluorine-based surfactant, F-114, F-177, F-410, F-411, F-450, F-493, F of DIC (Dai Nippon Inc & Chemicals) can be used. -494, F-443, F-444, F-445, F-446, F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479 , F-480SF, F-482, F-483, F-484, F-486, F-487, F-172D, MCF-350SF, TF-1025SF, TF-1117SF, TF-1026SF, TF-1128, TF -1127, TF-1129, TF-1126, TF-1130, TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, etc. can be used, but are limited to these. is not it.

The antioxidant is one or more selected from the group consisting of a hidden phenolic antioxidant, an amine-based antioxidant, a thio-based antioxidant, and a phosphine-based antioxidant. It may be, but it is not limited to this.

Specific examples of the antioxidant are phosphate-based heat stabilizers such as phosphoric acid, trimethyl phosphate, or triethyl phosphate; 2,6-di-t-butyl-p-cresol, octadecyl-3- (4-). Hydroxy-3,5-di-t-butylphenyl) propionate, tetrabis [methylene-3- (3,5-di-t-butyl-4-hydroxyphenyl) propionate] methane, 1,3,5-trimethyl-2 , 4,6-Tris (3,5-di-t-butyl-4-hydroxybenzyl) benzene, 3,5-di-t-butyl-4-hydroxybenzyl phosphite diethyl ester, 2,2-thiobis (4) -Methyl-6-t-butylphenol), 2,6-g, t-butylphenol 4,4'-butylidene-bis (3-methyl-6-t-butylphenol), 4,4'-thiobis (3-methyl- 6-t-butylphenol) or bis [3,3-bis- (4'-hydroxy-3'-tart-butylphenyl) butanoic acid] glycol ester (Bis [3,3-bis- (4'-hydroxy-) Hindered phenolic primary antioxidants such as 3'-tert-butylphenyl) butanoicacid] glycol ester); phenyl-α-naphthylamine, phenyl-β-naphthylamine, N, N'-diphenyl-p- Phenylene diamine, or amine-based secondary antioxidants such as N, N'-di-β-naphthyl-p-phenylene diamine; dilauryl disulfide, dilauryl thiopropionate, distearyl thiopropionate, mercaptobenzo Thio-based secondary antioxidants such as thiazole, or tetramethylthiuram disulfide tetrabis [methylene-3- (laurylthio) propionate] methane; or triphenylphosphite, tris (nonylphenyl) phosphite, triisodecylphosphite, Bis (2,4-dibutylphenyl) pentaerythritol diphosphite (Bis (2,4-dibutylphenyl) Phenaerythritol Diphosphite), or (1,1'-biphenyl) -4,4'-diylbisphosphonate tetrakis [2,4 -Bis (1,1-dimethylethyl) phenyl] ester ((1,1'-Biphenyl) -4,4'-Diylbisphosphonous ac Examples thereof include phosphite-based secondary antioxidants such as id tetrakis [2,4-bis (1,1-dimethyl) phenyl] ester).

As the ultraviolet absorber, 2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chloro-benzotriazole, alkoxybenzophenone and the like can be used, but the ultraviolet absorber is not limited thereto. Anything commonly used in the industry can be used.

Examples of the thermal polymerization inhibitor include p-anisole, hydroquinone, pyrocatechol, t-butylcatechol, N-nitrosophenylhydroxyamine ammonium salt, and N-nitrosophenylhydroxyamine aluminum salt. , P-methoxyphenol, di-t-butyl-p-cresol, pyrogallol, benzoquinone, 4,4-thiobis (3-methyl-6-t-butylphenol), 2,2-methylenebis (4-methyl-6-t) It can include, but is not limited to, one or more selected from the group consisting of −butylphenol), 2-mercaptoimidazole, and phenothiazine, but is generally known in the art. Can include those that are.

The dispersant can be used by a method of internally adding the pigment to the pigment in a form of surface treatment in advance, or a method of externally adding the pigment to the pigment. As the dispersant, a compound type, nonionic, anionic or cationic dispersant can be used, and a fluorine-based, ester-based, cationic-based, anionic-based, nonionic-based, amphoteric surfactant can be used. Activators and the like can be mentioned. These can be used individually or in combination of two or more.

Specifically, the dispersant includes polyalkylene glycol and its ester, polyoxyalkylene polyhydric alcohol, ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonate, carboxylic acid ester, and carboxylic acid. There is, but is not limited to, one or more selected from the group consisting of salts, alkylamide alkylene oxide adducts, and alkylamines.

The leveling agent may be polymeric or non-polymeric. Specific examples of polymeric leveling agents include polyethyleneimine, polyamideamines, and reaction products of amines and epoxides, and specific examples of non-polymeric leveling agents include non-polymeric sulfur-containing and non-polymeric leveling agents. -Polymers Including, but not limited to, polymer nitrogen-containing compounds, all commonly used in the art can be used.

According to one embodiment of the present specification, a photosensitive material produced by using the resin composition is provided.

More specifically, the resin composition of the present specification is applied onto a substrate by an appropriate method to form a thin film or a photosensitive material in the form of a pattern.

The coating method is not particularly limited, but a spray method, a roll coating method, a spin coating method, or the like can be used, and the spin coating method is generally widely used. Further, after forming the coating film, in some cases, a part of the residual solvent can be removed under reduced pressure.

Examples of the light source for curing the resin composition according to the present specification include, but are not limited to, a mercury vapor arc (arc), a carbon arc, and an Xe arc that emit light having a wavelength of 250 nm to 450 nm. No.

The resin composition according to the present specification is a pigment-dispersed photosensitive material for manufacturing a thin film transistor liquid crystal display (TFT LCD) color filter, a thin film transistor liquid crystal display (TFT LCD), or a photosensitive material for forming a black matrix of an organic light emitting diode. Used for coating layer forming photosensitive material, column spacer photosensitive material, photocurable paint, photocurable ink, photocurable adhesive, printing plate, photosensitive material for printing wiring board, photosensitive material for plasma display panel (PDP), etc. There are no particular restrictions on its use.

According to one embodiment of the present specification, a color filter containing the photosensitive material is provided.

The color filter can be produced by using a resin composition containing the compound represented by the chemical formula 1. A color filter can be formed by applying the resin composition onto a substrate to form a coating film, and exposing, developing, and curing the coating film.

The resin composition according to one embodiment of the present specification has excellent heat resistance, little color change due to heat treatment, high color reproduction rate even during manufacturing of a color filter and a curing process, and high brightness and light-dark ratio. A high color filter can be provided.

The substrate may be a glass plate, a silicon wafer, and a plate of a plastic base material such as polyethersulfone (PES) or polycarbonate (PC), and the type thereof is not particularly limited. No.

The color filter can include a red pattern, a green pattern, a blue pattern, and a black matrix.

According to another embodiment, the color filter may further include an overcoat layer.

A grid-like black pattern called a black matrix can be arranged between the color pixels of the color filter for the purpose of improving contrast. Chromium can be used as the material for the black matrix. In this case, a method of depositing chromium on the entire glass substrate and forming a pattern by an etching process can be used. However, in consideration of high cost in the process, high reflectance of chromium, and environmental pollution by chromium waste liquid, a resin black matrix obtained by a pigment dispersion method capable of fine processing can be used.

The black matrix according to one embodiment of the present specification can use a black pigment or a black dye as a coloring material. For example, carbon black can be used alone or a mixture of carbon black and a coloring pigment can be used. At this time, since the coloring pigment having insufficient light-shielding property is mixed, the amount of the coloring material is relatively increased. However, there is an advantage that the strength of the film or the adhesion to the substrate does not decrease.

One embodiment of the present specification provides a display device including the color filter.

The display device includes a plasma display panel (Plasma Display Panel, PDP), a light emitting diode (Light Emitting Device, LED), an organic light emitting element (Organic Light Emitting Device, OLED), a liquid crystal display device (Liquid Crystal Display), and a liquid crystal display device (Liquid Crystal Display). It may be any one of a liquid crystal display device (Thin Film Transistor-Liquid Crystal Display, LCD-TFT) and a cathode line tube (Cathode Ray Tube, CRT).

Hereinafter, in order to specifically explain the present specification, examples will be given and described in detail. However, the embodiments according to the present specification can be transformed into various different forms, and the scope of the present specification is not construed as being limited to the examples described below. The examples herein are provided to provide a more complete description of the specification to those with average knowledge in the art.

<Example>

<Example of Synthesis of Colorant Compound>

Synthesis Example 1: Synthesis of Compound 1

1-neck 100 ml round bottom flask (RBF, Round Bottom Flask), A-1 1 g (2.468 mmol) and methanol (MeOH) 40 ml, B-1 2.298 g (24.68 mmol) and N, N-diisopropyl 1.279 g (9.871 mmolI) of ethylamine (N, N-Diisopropylthylamine (DIPEA)) was added and stirred. The reaction was carried out at 60 ° C. for 24 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1 M hydrochloric acid (HCl), stirred for 30 minutes, and the precipitate was filtered and washed with water under reduced pressure. The precipitate was recrystallized from MeOH to give 1.0347 g (1.997 mmol) of C-1, with a yield of 80%. In a 1-neck 100 ml round bottom flask (RBF, Round Bottom Flask), 30 ml of N-methyl-2-pyrrolidin (NMP, N-Methyl-2-pyrrolidone), 1.151 g (6.187 mmol) of D-1, iodide 0.921 g (6.1887 mmol) of sodium iodide (NaI) was added, and the mixture was stirred at 45 ° C. for 30 minutes. After that, 1.0347 g (1.997 mmol) of C-1 and 0.8551 g (6.187 mmol) of K ₂ CO ₃ were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. .. The reaction solution was placed in 200 ml of distilled water (DI-Water), stirred for 30 minutes, and the precipitate was filtered and washed with water under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 1.114 g (1.361 mmol) of the compound 1 was obtained, and the yield was 68%.

Ionization mode =: APCI +: m / z = 819 [M + H] +, Exact Mass: 818

Synthesis Example 2: Synthesis of Compound 2

To 200 ml of 1-neck RBF (Round Bottom Flask), 3 g (7.426 mmol) of A-1 and 50 ml of NMP and 4.496 g (37.129 mmol) of B-2 were added and stirred. The reaction was carried out at 150 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1M HCl, stirred for 30 minutes and the precipitate was filtered and washed with water under reduced pressure. The precipitate was recrystallized from MeOH to give 1.834 g (3.193 mmol) of C-2, and the yield was 43%. Add 50 ml of NMP (N-Methyl-2-pyrrolidone), 3.454 g (18.566 mmol), and 2.764 g (18.566 mmol) of NaI to 100 ml of 1-neck RBF (Round Bottom Flash), and 45 The mixture was stirred at ° C. for 30 minutes. After that, 1.843 g (3.193 mmol) of C-2 and 2.566 g (18.566 mmol) of potassium carbonate (K ₂ CO ₃ ) were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to react the reaction solution. Was brought to room temperature. The reaction solution was placed in 500 ml of DI-Water, stirred for 30 minutes, and the precipitate was filtered and washed with water under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 2.569 g (2.938 mmol) of the compound 2 was obtained, and the yield was 92%.

Ionization mode =: APCI +: m / z = 875 [M + H] +, Exact Mass: 874

Synthesis Example 3: Synthesis of Compound 3

Add 3 g (7.426 mmol) of A-1 and 50 ml of NMP (N-Methyl-2-pyrrolidone) and 5.016 g (37.131 mmol) of B-3 to 200 ml of 1-neck RBF (Round Bottom Flask) and stir. I let you. The reaction was carried out at 150 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1M HCl, stirred for 30 minutes and the precipitate was filtered and washed with water under reduced pressure. The precipitate was recrystallized from MeOH to obtain 1.744 g (2.896 mmol) of C-3, and the yield was 39%. To 100 ml of 1-neck RBF, 50 ml of NMP, 1.347 g (7.241 mmol) of D-1 and 1.078 g (7.241 mmol) of NaI were added, and the mixture was stirred at 45 ° C. for 30 minutes. After that, 1.744 g (2.896 mmol) of C-3 and 1.001 g (7.241 mmol) of K ₂ CO ₃ were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. .. The reaction solution was placed in 500 ml of DI-Water, stirred for 30 minutes, and the precipitate was filtered and washed with water under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 2.352 g (2.607 mmol) of the compound 3 was obtained, and the yield was 90%.

Ionization mode =: APCI +: m / z = 903 [M + H] +, Exact Mass: 902

Synthesis Example 4: Synthesis of Compound 4

To 200 ml of 1-neck RBF, 3 g (7.426 mmol) of A-13, 50 ml of NMP and 3.976 g (37.131 mmol) of B-4 were added and stirred. The reaction was carried out at 150 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1M HCl, stirred for 30 minutes and the precipitate was filtered and washed with water under reduced pressure. The precipitate was recrystallized from MeOH to give 2.013 g (3.342 mmol) of C-4, and the yield was 45%. To 100 ml of 1-neck RBF, 50 ml of NMP, 1.554 g (8.355 mmol) of D-1 and 1.244 g of NaI (8.355 mmol) were added, and the mixture was stirred at 45 ° C. for 30 minutes. After that, 2.013 g (3.342 mmol) of C-4 and 1.1547 g (8.355 mmol) of K ₂ CO ₃ were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. .. The reaction solution was placed in 500 ml of DI-Water, stirred for 30 minutes, and the precipitate was filtered and washed with water under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 2.630 g (3.108 mmol) of the compound 4 was obtained, and the yield was 93%.

Ionization mode =: APCI +: m / z = 847 [M + H] +, Exact Mass: 846

Synthesis Example 5: Synthesis of Compound 5

To 200 ml of 1-neck RBF, 3 g (7.426 mmol) of A-13, 50 ml of NMP and 5.016 g (37.131 mmol) of B-5 were added and stirred. The reaction was carried out at 150 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1M HCl, stirred for 30 minutes and the precipitate was filtered and washed with water under reduced pressure. The precipitate was recrystallized from MeOH to obtain 2.147 g (3.565 mmol) of C-5, and the yield was 48%. To 100 ml of 1-neck RBF, 50 ml of NMP, 1.6584 g (8.912 mmol) of D-1 and 1.327 g (8.912 mmol) of NaI were added, and the mixture was stirred at 45 ° C. for 30 minutes. After that, 2.147 g (3.565 mmol) of C-5 and 1.232 g (8.912 mmol) of K ₂ CO ₃ were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. .. The reaction solution was placed in 500 ml of DI-Water, stirred for 30 minutes, and the precipitate was filtered and washed with water under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 2.745 g (3.244 mmol) of the compound was obtained, and the yield was 91%.

Ionization mode =: APCI +: m / z = 903 [M + H] +, Exact Mass: 902

Synthesis Example 6: Synthesis of Compound 6

To 100 ml of 1-neck RBF, 50 ml of NMP, 3.454 g (18.566 mmol) of D-1 and 2.764 g (18.566 mmol) of NaI were added, and the mixture was stirred at 45 ° C. for 30 minutes. After that, 5.021 g (7.426 mmol) of Acid Red289 (TCI) and 2.566 g (18.566 mmol) of K ₂ CO ₃ were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to prepare the reaction solution. It was brought to room temperature. The mixture was filtered under reduced pressure, and the filtrate was placed in 500 ml of ethyl acetate (EA) and stirred for 30 minutes. The precipitate was filtered under reduced pressure. As a result, 5.970 g (7.055 mmol) of a coloring material containing the compound 6 as a main product was obtained, and the yield was 95%.

Ionization mode =: APCI −: m / z = 956 [M-Na] ⁻ , Exact Mass: 976

Synthesis Example 7: Synthesis of Compound 7

At 0 ° C., lichloromethane (CHCl ₃ ) and dimethylformamide (DMF, Dimethylformamide) were added and stirred. After this, 3.327 g (28.220 mmol) of thionyl chloride (SOCl ₂ ) was added, and the mixture was additionally stirred at 0 ° C. for 30 minutes. 5.970 g (7.055 mmol) of a coloring material containing compound 6 as a main product was gradually added. After that, the temperature was raised to 35 ° C., and the mixture was stirred for 1 hour and 30 minutes. Thereafter, the reaction solution was cooled to 0 ° C., was added dropwise 2-ethylhexylamine (2-Ethylhexylamine) 3.645g (28.220mmol ), triethylene amine _(Et 3 N) _8.561g of (84.660mmol) It was added dropwise and stirred at room temperature for 16 hours. The solvent was removed under reduced pressure, and water and methylene chloride (MC, Methylene chloride) were added for extraction. After passing the organic layer through sodium sulfate (Na ₂ SO ₄ ), the solvent was removed under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 5.225 g (2.117 mmol) of a coloring material containing the compound 7 as a main product was obtained, and the yield was 30%.

Ionization mode =: APCI +: m / z = 1066 [M + H] +, Exact Mass: 1065

Synthesis Example 8: Synthesis of Compound 8

To 200 ml of 1-neck RBF, 3 g (7.426 mmol) of A-13, 90 ml of MeOH and 2.171 g (29.704 mmol) of B-6 were added and stirred. The mixture was reacted at room temperature for 2 hours, placed in 1000 ml of 1M HCl, stirred for 30 minutes, and extracted with MC. The organic layer was washed with brine _{and passed through Na 2} SO ₄ to remove water. The solvent was removed under reduced pressure. This was then separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 0.98 g (2.228 mmol) of the compound A-2 was obtained, and the yield was 30%.

To 100 ml of 1-neck RBF, 0.98 g (2.228 mmol) of A-2, 20 ml of NMP, and 1.079 g (8.912 mmol) of B-2 were added and stirred. The reaction was carried out at 150 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1M HCl and stirred for 30 minutes, and the precipitate was filtered under reduced pressure and washed with water to give C-6. To 100 ml of 1-neck RBF, 20 ml of NMP, 1.036 g (5.570 mmol) of D-1 and 0.829 g (5.570 mmol) of NaI were added, and the mixture was stirred at 45 ° C. for 30 minutes. Then, 0.770 g (5.570 mmol) of C-6 and K ₂ CO ₃ were gradually added to the reaction solution, and the mixture was reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of DI-Water, stirred for 30 minutes and extracted with MC. The organic layer was washed with Brine and _{passed through Na 2} SO ₄ to remove water. The solvent was removed under reduced pressure. This was then separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 0.753 g (1.114 mmol) of the compound was obtained, and the yield was 50%.

Ionization mode =: APCI +: m / z = 677 [M + H] +, Exact Mass: 676

Synthesis Example 9: Synthesis of Compound 9

To 200 ml of 1-neck RBF, 3 g (7.426 mmol) of A-13, 90 ml of MeOH and 3.976 g (37.130 mmol) of B-7 were added and stirred. The mixture was reacted at room temperature for 3 hours, placed in 1000 ml of 1M HCl, stirred for 30 minutes, and extracted with MC. The organic layer was washed with Brine and _{passed through Na 2} SO ₄ to remove water. The solvent was removed under reduced pressure. This was then separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 2.9056 g (5.941 mmol) of the compound A-3 was obtained, and the yield was 80%.

1.090 g (2.228 mmol) of A-3, 20 ml of NMP, and 1.079 g (8.912 mmol) of B-2 were added to 100 ml of 1-neck RBF and stirred. The reaction was carried out at 150 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1M HCl and stirred for 30 minutes, and the precipitate was filtered under reduced pressure and washed with water to give C-7. To 100 ml of 1-neck RBF, 20 ml of NMP, 1.036 g (5.570 mmol) of D-1 and 0.829 g (5.570 mmol) of NaI were added, and the mixture was stirred at 45 ° C. for 30 minutes. Then, 0.770 g (5.570 mmol) of C-7 and K ₂ CO ₃ were gradually added to the reaction solution, and the mixture was reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of DI-Water, stirred for 30 minutes and extracted with MC. The organic layer was washed with Brine and _{passed through Na 2} SO ₄ to remove water. The solvent was removed under reduced pressure. This was then separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 0.726 g (1.003 mmol) of the compound 9 was obtained, and the yield was 45%.

Ionization mode =: APCI +: m / z = 725 [M + H] +, Exact Mass: 724

Synthesis Example 10: Synthesis of Compound 10

To 200 ml of 1-neck RBF, 9.466 g (50.704 mmol) of D-1 and 7.549 g (50.704 mmol) of NaI were added to 80 ml of NMP, and the mixture was stirred at 45 ° C. for 30 minutes. _{Thereafter, C-8 5g (12.676mmol)} , was slowly added to K 2 CO 3 reaction 7.008g (50.704mmol) solution, and reacted for 4 hours at 95 ° C., and the reaction solution to room temperature. The reaction solution was placed in 1000 ml of DI-Water, stirred for 30 minutes and extracted with MC. The organic layer was washed with Brine and _{passed through Na 2} SO ₄ to remove water. The solvent was removed under reduced pressure. This was then separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 6.600 g (9.507 mmol) of the compound was obtained, and the yield was 75%.

Ionization mode =: APCI +: m / z = 695 [M + H] +, Exact Mass: 694

Synthesis Example 11: Synthesis of Compound 11

To 200 ml of 1-neck RBF, 9.466 g (50.704 mmol) of D-1 and 7.549 g (50.704 mmol) of NaI were added to 80 ml of NMP, and the mixture was stirred at 45 ° C. for 30 minutes. After that, 5.351 g (12.676 mmol) of C-9 and 7.008 g (50.704 mmol) of K ₂ CO ₃ were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. .. The reaction solution was placed in 1000 ml of DI-Water, stirred for 30 minutes and extracted with MC. The organic layer was washed with Brine and _{passed through Na 2} SO ₄ to remove water. The solvent was removed under reduced pressure. This was then separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 7.232 g (10.104 mmol) of the compound 11 was obtained, and the yield was 79%.

Ionization mode =: APCI +: m / z = 723 [M + H] +, Exact Mass: 722

Synthesis Example 12: Synthesis of Compound 12

To 200 ml of 1-neck RBF, 9.466 g (50.704 mmol) of D-1 and 7.549 g (50.704 mmol) of NaI were added to 80 ml of NMP, and the mixture was stirred at 45 ° C. for 30 minutes. After that, 5.711 g (12.676 mmol) of C-10 and 7.008 g (50.704 mmol) of K ₂ CO ₃ were gradually added to the reaction solution and reacted at 95 ° C. for 4 hours to bring the reaction solution to room temperature. .. The reaction solution was placed in 1000 ml of DI-Water, stirred for 30 minutes and extracted with MC. The organic layer was washed with Brine and _{passed through Na 2} SO ₄ to remove water. The solvent was removed under reduced pressure. This was then separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 6.664 g (8.873 mmol) of the compound 12 was obtained, and the yield was 70%.

Ionization mode =: APCI +: m / z = 751 [M + H] +, Exact Mass: 750

Synthesis Example 13: Synthesis of Compound 13

At 25 ° C., CHCl ₃ and DMF were added and stirred. _Thereafter, put SOCl 2 3.327g (28.220mmol), was stirred additionally 30 min manner at 0 ° C.. 5.779 g (7.055 mmol) of Compound 1 was gradually added. After that, the temperature was raised to 35 ° C., and the mixture was stirred for 1 hour and 30 minutes. Thereafter, the reaction solution was cooled to 0 ° C., was added dropwise D-3 2.064g _{(28.220mmol),} was added dropwise Et 3 N8.561g (84.660mmol), and allowed to stir 16 hours at room temperature. The solvent was removed under reduced pressure, and water and MC were added for extraction. After passing the organic layer through Na ₂ SO ₄ , the solvent was removed under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 13.405 g (3.739 mmol) of the compound was obtained, and the yield was 53%.

Ionization mode =: ESI +: m / z = 874 [M-Cl] +, Exact Mass: 874

Synthesis Example 14: Synthesis of Compound 14

132 g (2.20 mmol) of compound was placed in 30 g of MC and dissolved. Then, a solution prepared by dissolving 0.663 g (2.310 mmol) of D-4 in 5 g of DI-water was gradually added dropwise to the solution of compound 13. After the reaction for 3 hours, the organic layer was separated _{and passed through Na 2} SO ₄ to remove water, and then the solvent was removed under reduced pressure. As a result, the compound 14 2.287 g (1.90 mmol) was obtained, and the yield was 90%.

Ionization mode =: ESI-: m / z = 280 [M-dye cation]-, Exact Mass: 280

Synthesis Example 15: Synthesis of Compound 15

In Synthesis Example 14, D-4 was changed to D-5, and other conditions proceeded in the same manner to obtain compound 15.

Compound 1 of Comparative Example

A colorant (Basic blue7) having the following structural formula was obtained from TCI Chemicals and used as Compound 1 of Comparative Example.

Compound 2 of Comparative Example

A colorant having the following structural formula (Rhodamine 6G) was obtained from Sigma-Aldrich and used as Compound 2 of Comparative Example.

Compound 3 of Comparative Example

A colorant (rhodamine 6G) having the following structural formula was obtained from Sigma-Aldrich and used as Compound 3 of Comparative Example.

To 200 ml of 1-neck RBF, 5 g (12.340 mmol) of A-15, 50 ml of NMP and 10.31 g (74.030 mmol) of B-8 were added and stirred. The reaction was carried out at 150 ° C. for 4 hours to bring the reaction solution to room temperature. The reaction solution was placed in 500 ml of 1M HCl, stirred for 30 minutes and the precipitate was filtered and washed with water under reduced pressure. To 200 ml of 1-neck RBF, gradually add 50 ml of NMP C-11 and 7.006 g (49.360 mmol) of D-2 and 6.822 g (49.360 mmol) of K ₂ CO ₃ to the reaction solution, and 4 at 95 ° C. After reacting for a time, the reaction solution was brought to room temperature. The reaction solution was placed in 500 ml of DI-Water, stirred for 30 minutes, and the precipitate was filtered and washed with water under reduced pressure.

After this, the precipitate was separated by column chromatography (Eluent-methylene chloride: methanol). As a result, 4.730 g (7.404 mmol) of Comparative Compound 3 was obtained, and the yield was 60%.

Ionization mode =: APCI +: m / z = 639 [M + H] +, Exact Mass: 638

<Example of manufacturing resin composition>

Example 1

5.554 g of the colorant compound of Synthesis Example 1, a copolymer of benzyl methacrylate and methacrylic acid as a binder resin (molar ratio 70:30, acid value 113 potassium hydroxide (KOH) mg / g, gel permeation chromatography (gel permeation chromatography) Weight average molecular weight 20,000 g / mol measured by GPC), molecular weight distribution (PDI) 2.0, solid content (SC) 25%, solvent propylene glycol monomethyl ether acetate (PGMEA) included) 10.376 g, polymerization As a sex compound, dipentaerythritol hexaacrylate (DPHA, dipentaerythritol hexapolymer) (Nippon Kayaku) 12.443 g, as a photoinitiator I-369 (BASF) 2.018 g, as an additive F-475 (DIC) 1. 013 g and 68.593 g of solvent propylene glycol monomethyl ether acetate (PGMEA, Propylene Glycol Polymer Ether Actate) were mixed to prepare a total of 100 g of a resin composition.

Example 2

A resin composition was produced in the same manner as in Example 1 except that 5.554 g of the colorant compound 5 of Synthesis Example 5 was used instead of 5.554 g of the colorant compound of Synthesis Example 1.

Example 3

A resin composition was produced in the same manner as in Example 1 except that 5.554 g of the colorant compound 9 of Synthesis Example 9 was used instead of 5.554 g of the colorant compound of Synthesis Example 1.

Example 4

A resin composition was produced in the same manner as in Example 1 except that 5.554 g of the colorant compound 12 of Synthesis Example 12 was used instead of 5.554 g of the colorant compound of Synthesis Example 1.

Comparative Example 1

A resin composition was produced in the same manner as in Example 1 except that 5.554 g of Compound 1 of Comparative Example was used instead of 5.554 g of the colorant compound of Synthesis Example 1.

Comparative Example 2

A resin composition was produced in the same manner as in Example 1 except that 5.554 g of Compound 2 of Comparative Example was used instead of 5.554 g of the colorant compound of Synthesis Example 1.

Comparative Example 3

A resin composition was produced in the same manner as in Example 1 except that 5.554 g of Compound 3 of Comparative Example was used instead of 5.554 g of the colorant compound of Synthesis Example 1.

<Experimental example>

Heat resistance evaluation

The heat resistance of the coloring compositions of the Examples and Comparative Examples was evaluated by the following methods.

Specifically, the resin compositions of Examples 1 to 4 and Comparative Examples 1 to 3 ^{are spin-coated on glass (5 × 5 cm 2} ) and pre-heat-treated (pre-bake) at 100 ° C. for 100 seconds. , PrB) was carried out to form a film. The distance between the substrate on which the film was formed and the photomask (photomask) was set to 300 μm, and the entire surface of the substrate was irradiated with an exposure amount ^{of 40 mJ / cm 2 using an exposure device.}

The exposed substrate was developed with a developing solution (KOH, 0.05%) for 60 seconds and then heat-treated (post bake, PB) at 230 ° C. for 20 minutes to obtain a substrate on which a color pattern was formed.

In order to evaluate the heat resistance, an absorption spectrum in the visible light region in the range of 380 nm to 780 nm was obtained using a spectroscope (MCPD, Otsuka Co., Ltd.) on the substrate in a state where the pre-heat treatment (pre-bake, prB) was performed. .. Further, a transmittance spectrum was obtained for a substrate subjected to post-heat treatment (post bake, PB) with the same equipment and measurement range.

Further, using the absorption spectra obtained during the pre-heat treatment and the post-heat treatment and the values E (L *, a *, b *) obtained by using the C light source backlight, ΔEab was calculated by the following equation 1 and the ΔEab was calculated. The results are shown in Table 1.

A small ΔEab value means that the color heat resistance is excellent.

When it has a value of ΔEab <3, it can be used as a dye for a color filter.

[Equation 1]

ΔEab (L *, a *, b *) = {(ΔL *) ² + (Δa *) ² + (Δb *) ² } ^1/2

With reference to Table 1, the color pattern substrate formed by using the resin compositions of Examples 1 to 4 of the present invention is the resin composition of Comparative Examples 1 to 3 using a conventionally known dye. It was clarified that the color stability was higher than that of the color pattern substrate formed by using the above-mentioned material, the difference between the transmittance spectra after the post-heat treatment and the post-heat treatment (ΔEab) was very small, and the heat resistance was excellent.

Optical characterization

The color filter substrates produced in Examples 1 to 4 and Comparative Example 3 were pre-heat-treated (pre-bake, prB), post-heat-treated (post-bake, PB), and then post-heat-treated (post-bake, PB). , Otsuka), and the transmittance of 380 nm to 480 nm is shown in FIG. In particular, in the R, G, and B color filters, the blue color filter is affected by the brightness by the transmittance of 380 nm to 480 nm. When the transmittance of 380 to 480 nm is excellent, the brightness of the blue color filter can be increased. In Examples 1 to 4, the transmittance at 380 to 480 nm was higher than that in Comparative Example 3, and the brightness of the blue color filter could be increased.

Claims (14)

Compound represented by the following chemical formula 1:
[Chemical formula 1]

In the chemical formula 1,
R _{1 to} R ₆ are independently hydrogen; heavy hydrogen; halogen group; nitro group; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number. From 1 to 30 alkoxy groups; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and substituted or unsubstituted monocyclic or polycyclic aryl groups having 2 to 30 carbon atoms. Selected from the group
R ₇ to R _11, equal to or different from each other, each independently, hydrogen, ^{_{deuterium; -OH; -SO 3 -; -SO}} 3 H; -SO 3 - Z +; -COO -; -COOH; -COO ^{_{- Z +; -COORa; -SO 3}} Rb; -SO 2 NRcRd; -SO 2 NHRe; alkyl group linear or branched substituted or unsubstituted C1-30; substituted or unsubstituted carbon atoms Selected from the group consisting of 6-30 monocyclic or polycyclic aryl groups; and substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
Z ⁺ indicates ⁺ N (Rf) ₄ , Na ⁺ , or K ⁺ .
Ra to Rf are independently substituted or unsubstituted linear or branched alkyl groups having 1 to 30 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl groups having 6 to 30 carbon atoms; and Selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms.
Rc and Rd may be bonded to each other to form a monocyclic or polycyclic heterocycle having 3 to 10 carbon atoms containing a nitrogen atom.
Rf may be the same or different
At least one of the _R 7 _{to R 11 are,} ^-SO 3 _-; a or _{-SO 2 NHRe,; -SO 3 Rb} ;; -SO 2 NRcRd -; -SO 3 H Z + -SO 3
R _{12 to} R ₁₄ are the same or different from each other, and independently of each other, hydrogen; heavy hydrogen; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted carbon number 6 Selected from the group consisting of ~ 30 monocyclic or polycyclic aryl groups; substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms; and substituted or unsubstituted sulfide groups.
R ₁₃ and L ₁ may be bonded to each other to form a monocyclic or polycyclic ring containing a nitrogen atom.
a is an integer of 0 or 1 and
X is an anionic group,
R ₁₅ is a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms .
L ₁ and L ₂ are directly bonded; substituted or unsubstituted linear or branched alkylene groups having 1 to 30 carbon atoms; -NH-; -O-; -COO-; -OCO-; -NHCO- _{; -CONH -; - NR -;} - NRCO -; - L 3 -NH-L 4 -; - L 3 -O-L 4 -; - L 3 -COO-L 4 -; - L 3 -OCO-L _{4 -; - L 3 -NHCO-} L 4 -; - L 3 -CONH-L 4 -; - L 3 -NR-L 4 -; and _-L 3 _{-NRCO-L 4} - is selected from the group consisting of,
L ₃ and L ₄ are substituted or unsubstituted linear or branched alkylene groups having 1 to 30 carbon atoms.
R is a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; and substituted or unsubstituted. It is selected from the group consisting of monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms. The chemical formula 1 is represented by the following chemical formula 2.
The compound according to claim 1:
[Chemical formula 2]

In the chemical formula 2,
R _{1 to} R ₁₁ , R _{13 to} R ₁₅ , L ₁ , L ₂ , a and X are as defined in Chemical Formula 1 above.
R ₁₆ is hydrogen; heavy hydrogen; substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; And selected from the group consisting of substituted or unsubstituted monocyclic or polycyclic heteroaryl groups having 2 to 30 carbon atoms. The X is
Anions of compounds containing at least one element and oxygen selected from the group consisting of tungsten, molybdenum, silicon, and phosphorus;
Trifluolmethane sulfonic acid anion;
Bis (trifluoromethylsulfonyl) amide anion;
Bistrifluolmethane sulfonimide anion;
Bisperfluoroethyl sulfonimide anion;
Tetraphenyl borate anion; tetrakis (4-fluorophenyl) borate;
Tetrakis (pentafluorophenyl) borate;
It is selected from the group consisting of tristrifluoromethanesulfonylmethides; and halogen groups.
The compound according to claim 1 or 2. L ₂ is a substituted or unsubstituted linear or branched alkylene group having 1 to 30 carbon atoms.
The compound according to any one of claims 1 to 3. The compound represented by the chemical formula 1 is represented by any one of the following chemical formulas.
The compound according to claim 1:

In the chemical formula,
a is an integer of 0 or 1 and
X is as defined in claim 4. A color material composition containing the compound according to any one of claims 1 to 5. Further comprising at least one of dyes and pigments,
The color material composition according to claim 6. The dyes and pigments are metal-complex-based compounds; azo-based compounds; metal-azo-based compounds; quinophthalone-based compounds; isoindone-based compounds; methine. (Methine) -based compounds; Phthalocyanine-based compounds; Metall phthalocyanine-based compounds; Porphyrin-based compounds; Metal porphyrin-based compounds; Tetraazaporphyrin-based compounds; Tetra azaporphyrin (metal terra aza porphyrin) -based compounds; cyanine-based compounds; Xanthene-based compounds; metal dipyrromethane-based compounds; boron dipyrromethene-based compounds. ) -Compounds; anthraquinone-based compounds; diketopyrrolopyrol-based compounds; triarylmethane-based compounds; and perylene-based compounds. ,
The color material composition according to claim 7. The compound according to any one of claims 1 to 5;
Binder resin;
Polyfunctional monomer;
A resin composition comprising a photoinitiator; and a solvent. Based on the total weight of the solid content in the resin composition,
The content of the compound represented by the chemical formula 1 is 5% by weight to 60% by weight.
The content of the binder resin is 1% by weight to 60% by weight.
The content of the photoinitiator is 0.1% by weight to 20% by weight.
The content of the polyfunctional monomer is 0.1% by weight to 50% by weight.
The resin composition according to claim 9. Further containing antioxidants,
The resin composition according to claim 9 or 10. A photosensitive material produced by using the resin composition according to any one of claims 9 to 11. Color filter including a photosensitive material according to claim 1 2. Display device comprising the color filter according to claim 1 3.

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